Consider spending the night at the Castello di Gargonza (www.gargonza.it; tel. 0575-847-021), nestled among the forested mountains 8km (5 miles) west of Monte San Savino, a 13th-century walled hamlet complete with a fairy-tale, crenellated castle tower. Count Riccardo Guicciardini, whose family has owned the property for 300 years, decided to save the abandoned village from decay in the 1960s by converting it in its entirety into a guest "residence." It's not a hotel, but a wonderfully evocative and isolated retreat. The former peasant houses contain self-catering apartments, complete with kitchenettes and working fireplaces, and the Tuscan restaurant is so good you needn't venture out for your meals.
Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.